1,2,4-Trimethylbenzene → 3,4-Dimethylbenzoic acid

HRID 2220788Notes

Reaction equation

HRID 2220788 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[CH2:5][OH:6].CC1C=C(C=CC=1C)C=[O:16].C1(C(=CC(=CC=1)C)C)C>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[C:5]([OH:16])=[O:6]

Participants

4

Reactant 3

HCID 72471,2,4-TrimethylbenzeneHCID 222783,4-DimethylbenzaldehydeHCID 234073,4-Dimethylbenzyl alcohol

Product 1

HCID 120733,4-Dimethylbenzoic acid

Procedure

FIG. 9 demonstrates the formation of 3,4-dimethylbenzyl alcohol commenced immediately. The formation of 3,4-dimethylbenzaldehyde commenced after 2 hours. 11 hours after starting the fed-batch culture, another 1% (v/v) of pseudocumene was added. However, only some of this substrate was now converted. The end concentration of 3,4-dimethylbenzylaldehyde was 113 mM. When the biotransformation was stopped, the pseudocumene and 3,4-dimethylbenzyl alcohol concentrations were 65 mM. Virtually no 3,4-dimethylbenzoic acid was produced.

Workup

  1. custom11 hours
  2. concentrationthe pseudocumene and 3,4-dimethylbenzyl alcohol concentrations

Sources & evidence

ORD record
ord-2f87d10f5782437c80dc87a956189339
Source dataset
uspto-grants-2008_05
Patent number
US07368267B2

Reaction notes

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